In the tag during the weather report, Mr. Wick identifies himself as Scotty McRaincloud while his name on the weather map behind him is clearly seen as Scotty McRainshower.
Kellie says that Drew wanted to borrow her car so that he does not put miles on his car. However, Drew still does not have a car.
Drew still hasn't divorced Mr. Wick, so I find it hard to see why he is still trying to get married.
When Oswald smashes the windshield, it is obvious that it was just a piece of glass; real windshields would not shatter like that due to the safety glass.
With the second couple to be in the condo after Drew and Kellie, the woman thought the guy is proposing. Shouldn't they already be married, if the condo is just for married couples?
When Drew and Kellie are practicing in the loading dock, the scanner is no longer present, as it was when Drew got Oswald the job at Neverendingstore.
Why is Kellie so reluctant to sing karaoke, since we learned in "Drew and the Life-Size Jim Thome Cutout" that she had sung at a bar earlier that night before the cutout incident? (She must not have been very good at it though, because Lewis says, "It sounded like a young Streisand...a very young Streisand...an infant Streisand...with a pantload!")
It seems odd that Drew is suddenly nervous in front of cameras. In episode 5x09 Drew Cam, Drew had Winfred-Louder webcams in his house for several weeks and he did not seem to have a problem.
The C++ Drew is learning from is The Design and Evolution of C++, which while a good book, is not a book that one learns C++ from. It's more of a history book on how C++ developed into what it is today.
Larry reappears to help Drew. His character abruptly disappeared after season four so Ian Gomez could be a regular on Norm and a featured actor on Felicity. Wouldn't Drew like to know what Larry has been up to, or if he's still in touch with Mrs. Louder?
During the fantasy scene (song), many things in the office are out of place.
When Beulah arrives at Drew's house to meet his fiancé, she is surprised that he doesn't have one yet. However, two minutes later in the same scene, she mentions that she's hooked him up on a date.
Based on what Oswald and Mr. Jericho said, Oswald purchased Mr. Jericho's services on eBay. His services would not have been allowed to be available for purchase on the site, as it, along with almost any other service involving physical contact, is strictly forbidden.
As another viewer pointed out, Mimi had to go through channels to have her previous marriage (two weeks to Eddie Money, 20 years earlier) annulled in the episode "Drew's Stomachache" in order for her marriage to Steve to be recognized by the Catholic church.
Kirk and Kate have a Catholic wedding, but in real life, there is no way a Catholic wedding would have been able to happen after knowing someone for two weeks because of all the premarital counseling required by the religion. Things would have been even more complicated since Kirk is a divorcee.
Oswald and Lewis mention that Drew must be having difficulties while being unemployed. Drew having "car payments... house payments" are mentioned specifically. Drew actually does not have car payments, as the car was a gift from Oswald, Lewis and Kate in an earlier season (Drew's New Car).